TY - JOUR TI - Synthesis of a new phosphoglycolipid with biological activity towards platelets AU - Avramopoulou, V AU - Antonopoulou, S AU - Argyropoulos, D AU - Froussios, C AU - and Demopoulos, CA JO - The International Journal of Biochemistry & Cell Biology PY - 1997 VL - 29 TODO - 5 SP - 767-774 PB - PERGAMON-ELSEVIER SCIENCE LTD SN - 1357-2725 TODO - 10.1016/S1357-2725(97)00020-4 TODO - Phosphoglycolipid; Methyl 2,3,4-tri-O-acetyl-6-(1’-O-stearoyl-2’-O-acetyl-DL-glycero-3’-phosphoryl )-alpha-D-glucopyranoside; ammonium; salt; Platelet-activating; factor; PAF-inhibitor; Electrospray mass spectrometry (ESMS) TODO - Various synthetic as well as naturally occurring compounds have been found to exhibit platelet-activating factor (PAF)-like activity or to act as specific PAF inhibitors. In this work we have synthesized a new phosphoglycolipid, methyl 2,3,4-tri-0-acetyl-6-(1’-O-stearoyl-2’-O-acetyl-DL-glycero-3’-phosphoryl )-alpha-D-glucopyranoside ammonium salt, using a combination of known synthetic steps, This phosphoglycolipid was first purified on TLC (Rf 0.7, using chloroform/methanol/water, 65:25:4, v/v/v as solvent system), It,vas further purified onto a high performance liquid chromatography silica column with an elution system that contained acetonitrile and methanol (retention time 13.5 min), Its identification was based on chemical determinations and electrospray mass spectrometry analysis. The above compound induced washed platelet aggregation with an EC50 value at 2 x 10(-4) M, The aggregation curve was biphasic, the first wave of which was through the PAF way while the second one was through the ADP way, Treatment with acetylhydrolase resulted in a rapid decrease of the first wave of aggregation and in a slow decrease of the second wave. In lower concentrations, the phosphoglycolipid inhibited PAF- and thrombin-induced aggregation with IC50 values of the order of 10(-7) M. In conclusion, this phosphoglycolipid has a diverse biological activity, The PAF-Like activity of this new Lipid enforces the conception that PAF is a member of a large family consisting of lipid mediators, (C) 1997 Elsevier Science Ltd. ER -